Imidazole → HCID 54180136, compound

Participants

Reaction Steps

A mixture of 3 g of the syn isomer of 2-(2-tritylamino-4-thiazolyl)-2-(2-iodoethoxyimino)-acetic acid solvated with dichloroethane (=2.56 g of pure acid), 4.2 g of imidazole and 10 ml of dimethylacetamide was stirred for 3 hours at room temperature and after addition of another 10 ml of dimethylacetamide, the mixture was stirred for 40 hours at room temperature. The mixture was poured into 200 ml of isopropyl ether and the mixture was stirred for 30 minutes and was then decanted. The gummy residue was triturated in 200 ml of isopropyl ether and then treated with 300 ml of ether. The mixture was stirred for 30 minutes and was vacuum filtered. The product was rinsed with ether and was then taken up in 30 ml of acetone. The solution was stirred for one hour and was vacuum filtered and the recovered product was rinsed with acetone, with ether and dried to obtain 1.243 g of the syn isomer of 2-(2 -tritylamino-4-thiazolyl)-2-(2-imidazol-1-yl-ethoxyimino)-acetic acid (internal imidazolium salt) melting at 280° C. (decomposition).

Provenance & Evidence